Benefits and Leaves Specialist, Ramp

• 4+ years of progressive experience in benefits administration
• Deep knowledge of benefits compliance (ERISA, ACA, HIPAA, FMLA, ADA, COBRA) and leave regulations
• Experience managing vendor relationships at scale
• Strong project management skills with the ability to coordinate multiple workstreams and meet deadlines in a fast-paced environment
• Exceptional attention to detail, with a focus on accuracy, consistency, and process improvement
• Excellent communication and employee relations skills, with an empathetic and solution-oriented approach

Desirable

• We’re looking for a Benefits & Leaves Specialist to own and evolve Ramp’s global benefits and leave programs
• This role will be central to enhancing the employee experience and supporting Ramp’s growth by building scalable, compliant, and competitive benefits programs across all geographies
• You'll lead the administration of U.S. and global benefits programs, including medical, dental, vision, 401(k), and perks
• Manage all leaves of absence end-to-end (partnering with an external provider on this), ensuring compliant, empathetic, and well-documented employee experiences
• Oversee vendor management to ensure strong partnerships, accuracy, and service quality
• Manage compliance filings and required testing (e.g., ACA, 5500s, nondiscrimination testing) to ensure full regulatory compliance
• Maintain and optimize benefits-related technology and system integrations, ensuring accurate and timely file feeds between platforms/carriers
• Develop proactive benefits communications and employee resources, ensuring information is accessible, accurate, and scalable
• Lead benefits renewals, plan design, and open enrollment processes
• Contribute to global benefits expansion as Ramp enters new markets